Holiday rentals near Hollywood Casino

We found 3,144 holiday rentals — enter your dates for availability

If you'd like to stay close to Hollywood Casino, take a look at private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Hollywood Casino

Showing deals for:17 July - 24 July

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Frequently asked questions

What are the best holiday rentals near Hollywood Casino?
The best holiday rentals near Hollywood Casino are predominantly located in the lively Simpson Bay area, especially within Pelican Key. You will find a wide array of choices, including modern apartments with views of the bay and stylish condos superb for a getaway. These properties offer convenient access to entertainment and dining. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties.

Many of these holiday rentals come with fantastic amenities so you can have a comfortable stay, such as shared pools for a refreshing dip, private balconies to enjoy the tropical air, and outdoor decks or patios for relaxation. These homes are ideal for couples or small groups looking for an enjoyable stay.
What are the top holiday rentals with pools near Hollywood Casino?
There are over 730 holiday rentals near Hollywood Casino that feature a swimming pool, offering a wide array of choices for guests. These properties, predominantly apartments and condos, are concentrated in areas like Pelican Key and across Simpson Bay. Guests can find properties with private pools, shared community pools, and even indoor options, suiting different preferences and group sizes. Many of these homes come equipped with standard amenities such as full kitchens, Wi-Fi, and comfortable living areas, making them suitable for families, couples, or groups of friends.

When selecting your ideal rental, consider the benefits of each pool type. Private pools offer exclusivity and are great for families seeking a secluded space, while shared pools often provide access to additional facilities like poolside bars or sun loungers. For stays during cooler periods, looking for homes with heated or indoor pools ensures year-round enjoyment.
Are there any luxury holiday rentals near Hollywood Casino?
There are several luxury holiday rentals near Hollywood Casino that combine the beautiful scenery with modern comfort. These properties often feature amenities such as private pools, private chefs, spa-style bathrooms, and stunning sea views. Guests can also find properties with premium bedding, Egyptian cotton sheets, and stocked minibars with free items.

These homes are great for families or larger groups, offering conveniences like air conditioning and entertainment options. Many of these exceptional stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
Where should I stay when visiting Hollywood Casino?
When visiting Hollywood Casino, several areas offer excellent holiday rental options. Pelican Key is a prime choice, providing properties within easy reach of Hollywood Casino. This area is known for its beautiful beaches and a selection of dining options, making it a convenient and enjoyable place for a stay.

Simpson Bay is another great option, offering a wide array of holiday rentals. This bustling area is top for its lively entertainment scene and diverse culinary experiences, all just a short distance from Hollywood Casino. Many properties here offer stunning views of the bay.

For those seeking a slightly more secluded feel while remaining close to the action, areas just beyond the immediate vicinity of Simpson Bay offer peaceful homes with good access to Hollywood Casino and other local attractions.
What is the cheapest month to stay near Hollywood Casino?
The cheapest time to find holiday rentals near Hollywood Casino is typically during the late Autumn (October to November), excluding any major local holidays or festivals. November is frequently the single cheapest month, often providing better deals on properties and homes. Guests can often find lower rates during these months, along with greater availability of holiday rentals.
Are there any top beachfront holiday rentals near Hollywood Casino
Beachfront holiday rentals near Hollywood Casino are primarily found along the Simpson Bay coastline, with many properties offering direct access to the white sand beaches. Guests can enjoy ocean-view balconies, placing them steps from the water. While some locations offer walkability to lively dining and entertainment in Simpson Bay, quieter spots provide a more relaxed environment for those seeking tranquillity.

Guests staying near Hollywood Casino can often find properties equipped with beach chairs, umbrellas, and sometimes even oceanfront pools. Many units feature sea views or water views, with accommodation types ranging from apartments to condos, suitable for solo travellers or groups. These can include multi-bedroom units with private terraces or extra living space.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.